Categories: C-S Bond Formation >
Synthesis of disulfides
In an efficient, copper-catalyzed electrophilic persulfuration reaction leading to unsymmetrical disulfides and polysulfides, various nucleophiles, including aryl boronic acids, β-keto esters, and thiols, can be used as substrates. This method offers simple and practical conditions, and general scope.
R. Sanz, A. Martinez, J. M. Alvarez-Gutierrez, F. Rodriquez, Eur. J. Org. Chem., 2006, 1383-1386.
A transition metal/ligand-free disulfuration of anilines can be performed under mild conditions and exhibits broad scope across the aniline substrate and disulfur transfer reagent classes (dithiosulfonate or tetrasulfide). This reaction can be considered as a reductive disulfuration variation of the classic Sandmeyer reaction.
S. Chen, S. Cao, C. Liu, B. Wang, X. Ren, H. Huang, Z. Peng, X. Wang, Org. Lett., 2021, 23, 7428-7433.
Alkyl and aryl radicals generated thermally or photochemically underwent substitution on readily prepared dialkyl, diaryl, and diacyl tetrasulfides to yield the corresponding disulfides in good to excellent yields.
Z. Wu, D. A. Pratt, J. Am. Chem. Soc., 2020, 142, 10284-10290.